1,3-Bis(4-aMinophenoxy)benzene
- Product Name
- 1,3-Bis(4-aMinophenoxy)benzene
- CAS No.
- 2479-46-1
- Chemical Name
- 1,3-Bis(4-aMinophenoxy)benzene
- Synonyms
- TPE-R;1,3,4-APB;7FDA;4,4'-(m-Phenyle;RESORCINOLDIANILINE;4,4'-(1,3-Phenylened;resorcinoloxydianiline;4,4-(1,3-PHENEDIOXY)DIANILINE;1,3-BIS(4-AMINOPHENOXY)BENZENE;1,3-Bis(4'-Amino-phenoxyl)benz
- CBNumber
- CB5687981
- Molecular Formula
- C18H16N2O2
- Formula Weight
- 292.33
- MOL File
- 2479-46-1.mol
1,3-Bis(4-aMinophenoxy)benzene Property
- Melting point:
- 115-118 °C(lit.)
- Boiling point:
- 434.27°C (rough estimate)
- Density
- 1.1925 (rough estimate)
- refractive index
- 1.5700 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- very faint turbidity in Acetonitrile
- form
- powder to crystal
- pka
- 5.06±0.10(Predicted)
- color
- White to Brown
- InChI
- InChI=1S/C18H16N2O2/c19-13-4-8-15(9-5-13)21-17-2-1-3-18(12-17)22-16-10-6-14(20)7-11-16/h1-12H,19-20H2
- InChIKey
- WUPRYUDHUFLKFL-UHFFFAOYSA-N
- SMILES
- C1(OC2=CC=C(N)C=C2)=CC=CC(OC2=CC=C(N)C=C2)=C1
- CAS DataBase Reference
- 2479-46-1(CAS DataBase Reference)
- EPA Substance Registry System
- Benzenamine, 4,4'-[1,3-phenylenebis(oxy)]bis- (2479-46-1)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26-36
- WGK Germany
- 3
- RTECS
- BY8236000
- HS Code
- 29222990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 476323
- Product name
- 4,4′-(1,3-Phenylenedioxy)dianiline
- Purity
- 98%
- Packaging
- 100g
- Price
- $407
- Updated
- 2025/07/31
- Product number
- B1680
- Product name
- 1,3-Bis(4-aminophenoxy)benzene
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $89
- Updated
- 2025/07/31
- Product number
- B405505
- Product name
- 1,3-Bis(4-aminophenoxy)benzene
- Packaging
- 500mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- FB62666
- Product name
- 1,3-Bis(4-aminophenoxy)benzene
- Packaging
- 100g
- Price
- $80
- Updated
- 2021/12/16
- Product number
- JK213939
- Product name
- 1,3-Bis(4-aminophenoxy)benzene
- Purity
- 98%
- Packaging
- 25g
- Price
- $82
- Updated
- 2021/12/16
1,3-Bis(4-aMinophenoxy)benzene Chemical Properties,Usage,Production
Chemical Properties
Light yellow powder
Uses
1,3-Bis(4'-aminophenoxyl)benzene be used for the preparation of a polyimide material.
Application
1,3-Bis(4-aMinophenoxy)benzene (TPE-R) is a phenyl ether derivative with two anilines in the terminal closure. It has the following applications:
(1) TPE-R with BPDA and BPDA can be used to prepare a series of polyimide oligomer (Oligo-PI) resins with controlled molecular weights through polymerisation reactions. Oligo-PI resins have an asymmetric and amorphous structure, which allows for better processing of composite materials.
(2) TPE-R copolymerised with other monomers (e.g. PEG) for the manufacture of fuel cell membranes with high ionic conductivity (210 mS/cm) and sufficient thermal stability (up to 140 °C).
(3) Polyimide composites prepared from TPE-R and titanate nanotubes can be used for electromagnetic shielding at microwave frequencies.
(4) TPE-R as an aromatic ligand can be crystallised with a variety of transition metals to form 0D, 1D and 2D coordination metal polymers, which can be used for sensing nitroaromatic compounds.
(5) TPE-R reacts with polydimethylsiloxanes with varying degrees of chloromethyl side functionalisation to form sec-amides and undergo cross-linking to form two networks, a siloxane-organic network and a silica network.
Synthesis
13118-94-0
2479-46-1
GENERAL METHOD: A mixture of 1,3-bis(4-nitrophenoxy)benzene (1.8 g, 5.1 mmol) with 10% Pd/C (0.2 g) in methanol (70 mL) was subjected to a hydrogen atmosphere and stirred at room temperature overnight. Upon completion of the reaction, the reaction mixture was treated by diafiltration, followed by addition of water (50 mL) to the filtrate and extraction with dichloromethane three times (3 x 50 mL). The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by column chromatography to afford the target product 1,3-bis(4'-aminophenoxy)benzene as a brown solid in 56.0%, 55.0% and 69.0% yields.
Toxicity evaluation
orl-mus LD50:1240 mg/kg; orl-rat LD50:1378 mg/kg; ora-rat LD50:690 mg/kg [pubchem].
References
[1] Heteroatom Chemistry, 2013, vol. 24, # 1, p. 9 - 17
[2] Dyes and Pigments, 2015, vol. 121, p. 170 - 177
[3] Chinese Chemical Letters, 2013, vol. 24, # 10, p. 869 - 872
1,3-Bis(4-aMinophenoxy)benzene Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,3-Bis(4-aMinophenoxy)benzene manufacturers
- Product
- 1,3-Bis(4-aminophenoxy)benzene (TPE-R) 2479-46-1
- Price
- US $0.00-0.00/Kg
- Min. Order
- 1Kg
- Purity
- ≥99.5%
- Supply Ability
- 30MT
- Release date
- 2025-10-27
- Product
- 1,3-Bis(4-aMinophenoxy)benzene 2479-46-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 20tons
- Release date
- 2025-09-05
- Product
- 1,3-Bis(4-aMinophenoxy)benzene 2479-46-1
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-24